Family-friendly holiday rentals in Maitland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maitland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maitland family-friendly rentals
Family-friendly home rentals with a hot tub
Guest house in Orlando
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
23–30 May
Flat in Orlando
4.92 out of 5 average rating, 132 reviewsLuxury & Modern Apartment
28 Jul – 4 Aug
Flat in Orlando
4.9 out of 5 average rating, 313 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
24 Sep – 1 Oct
Apartment in Orlando
4.82 out of 5 average rating, 397 reviewsModern Studio with Private Terrace near Universal
31 Mar – 7 Apr
Apartment in Orlando
4.89 out of 5 average rating, 110 reviewsThe Point Hotel & Suites - 705H Luxury - Pool View
26 Apr – 3 May
Apartment in Orlando
4.87 out of 5 average rating, 396 reviewsDELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER
15–22 Feb
Apartment in Orlando
4.82 out of 5 average rating, 223 reviewsGated Condo minutes to Parks 2/2 with amenities
8–15 Jul
Apartment in Orlando
4.91 out of 5 average rating, 409 reviewsCozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds
2–9 Oct
Family- and pet-friendly home rentals
Guest suite in Orlando
4.78 out of 5 average rating, 525 reviewsPrivate guest suite with enclosed porch
5–12 Jul
Tiny home in Orlando
4.82 out of 5 average rating, 499 reviewsThe Ritz- Lakefront Tiny House in Orlando
23–30 Jan
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
9–16 Aug
Place to stay in Geneva
4.94 out of 5 average rating, 929 reviewsManCave apartment
12–17 Aug
Guest house in Mount Dora
4.9 out of 5 average rating, 707 reviewsKey West cottage of Mt Dora
27 Oct – 3 Nov
Guest house in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
18–25 Mar
Home in Orlando
4.83 out of 5 average rating, 177 reviewsWaterside Pet Friendly Lakefront
10–17 Apr
Home in Apopka
4.94 out of 5 average rating, 164 reviewsWekiva Springs 5br 4 ba, spacious & lovely home
9–16 Feb
Family-friendly home rentals with a pool
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
29 Aug – 5 Sep
Guest house in Leesburg
4.98 out of 5 average rating, 333 reviewsSilver Lake Guest Pool House
7–14 Dec
Flat in Sorrento
4.94 out of 5 average rating, 302 reviewsQuiet Neighborhood in the Country
9–16 Feb
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
30 Oct – 6 Nov
Cottage in Kissimmee
4.96 out of 5 average rating, 422 reviewsBright & Cozy Cottage Near Disney
22–29 Aug
Houseboat in Sanford
4.98 out of 5 average rating, 177 reviewsFloating Cottage - Sweet River Retreat in Florida
15–22 Oct
Guest suite in Kissimmee
4.86 out of 5 average rating, 567 reviewsPrivate Studio in POOL home
19–26 Dec
Cottage in Kissimmee
4.94 out of 5 average rating, 372 reviewsEntire Cottage close to Disney, Universal, Airport
19–26 Jul
Quick stats about holiday rentals that are family-friendly in Maitland
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
770 reviews
Nightly prices starting at
$27 SGD before taxes and fees
Destinations to explore
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Naples Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Family-friendly rentals United States
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